2,7-dimesyloxynaphthalene | 22426-49-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2,7-dimesyloxynaphthalene
• 英文别名: 2,7-Dihydroxy-naphthalin-dimesylat；7-[(Methylsulfonyl)oxy]-2-naphthyl methanesulfonate；(7-methylsulfonyloxynaphthalen-2-yl) methanesulfonate
• CAS: 22426-49-9
• 化学式: C₁₂H₁₂O₆S₂
• 分子量: 316.356
• InChiKey: CRDCHZXVMAZDLC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  104
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,7-dimesyloxynaphthalene 生成 2,7-Bis(methylsulfonyloxy)naphthalene-1-sulfonic acid
  参考文献：
  名称：

  Ansink Harold R. W., Zelvelder Erwin, de Graaf Erik J., Cerfontain Hans, J. Chem. Soc. Perkin Trans. 2, (1993) N 4, S 723-727

  摘要：

  DOI：
• 作为产物：
  描述：

  2,7-二羟基萘 、 甲基磺酰氯 在 三乙胺 作用下， 以 乙酸乙酯 为溶剂， 反应 0.17h， 以91%的产率得到2,7-dimesyloxynaphthalene
  参考文献：
  名称：

  Chromatography-Free and Eco-Friendly Synthesis of Aryl Tosylates and Mesylates

  摘要：

  Two chromatography-free and eco-friendly protocols have been developed to synthesize aryl tosylates and mesylates by the tosylation and mesylation of the corresponding hydroxyarenes, respectively. These protocols are superior to other known ones regarding the simplicity, reaction time and conditions, the range of substrates, yields, and environmental friendliness.

  DOI：

  10.1055/s-0034-1378867

文献信息

• Palladium-Catalyzed Phosphorylation of Aryl Mesylates and Tosylates
  作者：Wai Chung Fu、Chau Ming So、Fuk Yee Kwong

  DOI：10.1021/acs.orglett.5b03104

  日期：2015.12.4

  The first general palladium catalyst for the phosphorylation of aryl mesylates and tosylates is reported. The newly developed system exhibits excellent functional group compatibility. For instance, free amino, keto, ester, and amido groups, as well as heterocycles, remain intact during the course of reaction. The mesylated derivatives of biologically active compounds such as 17β-estradiol and 6-hydroxyflavone

  据报道，第一种用于芳基甲磺酸酯和甲苯磺酸酯磷酸化的通用钯催化剂。新开发的系统具有出色的功能组兼容性。例如，游离氨基，酮，酯和酰胺基以及杂环在反应过程中保持完整。还显示了生物活性化合物（如17β-雌二醇和6-羟基黄酮）的甲磺酸化衍生物是适用的底物。描述了一种一锅磷酸化-氨基化序列，可轻松合成潜在的药效基团。
• Synthesis and carbon-13 NMR study of some methanesulfonyloxy and trifluoroacetoxy derivatives of naphthalene
  作者：Mohammed I.M. Wazeer、Sk.Asrof Ali、Mohammed Arab

  DOI：10.1016/0584-8539(87)80228-3

  日期：1987.1
• Chromatography-Free and Eco-Friendly Synthesis of Aryl Tosylates and Mesylates
  作者：Xiangyang Lei、Anusha Jalla、Mhd Abou Shama、Jamie Stafford、Billy Cao

  DOI：10.1055/s-0034-1378867

  日期：——

  Two chromatography-free and eco-friendly protocols have been developed to synthesize aryl tosylates and mesylates by the tosylation and mesylation of the corresponding hydroxyarenes, respectively. These protocols are superior to other known ones regarding the simplicity, reaction time and conditions, the range of substrates, yields, and environmental friendliness.
• Ansink Harold R. W., Zelvelder Erwin, de Graaf Erik J., Cerfontain Hans, J. Chem. Soc. Perkin Trans. 2, (1993) N 4, S 723-727
  作者：Ansink Harold R. W., Zelvelder Erwin, de Graaf Erik J., Cerfontain Hans

  DOI：——

  日期：——